Process for the preparation of aromatic nitramines



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LOUIS HAAS, 01: PARIS, FRANCE. ASSIGNOR T0 THE SOCIE TE CHIMIQUE DE LA GHANDE 5 A i-l t: E U

PARSISSE, 0F PARIS. FRANCE.

PROCESS FOR- THE PREPARATION OF AROMATIG NITRAMINES.

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No Drawing.

invention is to dispense with heating in an autoclawtyand to enable the reaction in ques tron to be effected at relatively, low temperatures. 0 this end and m accordance with the present invention the chloronitroderiVa.-

tii es in question are heated with ammonium acetate.

The ope 'ation is performed in an apparatus provided with a reflux condenser and an agitator.

ily way of *xample the present process m y he carried on as follows; 120 kilog1 amines of acetic acid (8 )-95% strength) are saturated With dry ammonia gas. The temperature rises to 125l3() (J. 1W) dtilogrammcs of chlorodinitrobcnzcne 1:214 are introduced by degrees, and the temperature is kept at 125-130 ammonia gas being passed through continuously, with the object of constantly replacing the ammonia. which has entered into the reaction, so as to preserve the ammonium acetate for recovery at the close of the operation and for use over again. At the end of several hours. the reaction. is complete and the whole oi the vhlorodinitrohenzcne is transformed into dinitrzuiil'inc 1.12:4. After cooling, the product is filtered and pressed, the filtered liquid being returned to the process. Quantitative yields are obtained and the dinitraniline can be purified by simple washing.

If the chlorodinitrobenzene l: 2: 4 of this Specification of Letters Patent.

Application filed September 2, 1921.

Patented July 18. A8 22.

Serial No. 498,088.

example be replaced by chlorodinitrobenzene 123:4:(3, diamino:linitrobenzeuc 1:3: 1- 6 will. be obtained.

Similarly. the following transformations can be efl'ected by the above process:

Dichlormlinitrobenzene 1 4t: 3 5, into chloroammodinitrobenzene 1:4: 3:5;

Trichlorodimtrobenzene ]:2:-l:3:5. into chlormliaminodinitrobenzene 1 22141025;

'lrichloronitrobeuzenc 1:21 :53. into dichloroamiuonitrohcnzcnc 1 :2 4 :5;

l):.-hl ronitrobcnzene 1:224 into aminochloronitrobenzcue l: 2: 4:;

Dichloronitrobenzenc lzstzii into aminochloronitrobcnzcne l: 4: 2;

(hlor:mitrobenzene l: 2 into aminonitrobenzene l: 2 etc.

it follows naturally that the process can also be applied to all the aromatic chlorm nit-ro-derivatives in which the chlorine atoms are capableoibcing acted upon by ammonia. It will be understood that the proportions given above are by Way of example only and,

that they are capable. of modification according" to thc appliuitions of the process.

(llaims' l. A process for the preparation of aromatic nitramines, consisting in treating the correspomling chloronitro derivatives with ammonium acetate in open vessels.

2. A method oi carrying out the process claimed in claim 1. consisting; in introducing the chloronitro-dcrivat-ive into acetic acid saturated with. gaseous ammonia, maintaining: a. temperature of approximately 125"- 130" C. and continuing to pass gaseous am monia through so that the ammonium acetate is continuously regenerated.

The foregoing specification of my process for the preparation of aromatic nitramines signed by me this 13th day of August 1921.

\' LOUIS HAAS. 

